$104 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 5/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Sun, May 10 - Sat, May 16
Spirit Airlines Logo
8:04 pm - 9:28 am
SJU
-
SDF
13h 24m
1 stop
Spirit Airlines Logo
10:33 am - 6:59 pm
SDF
-
SJU
8h 26m
1 stop
$250Spirit Airlines
Fri, May 15 - Sun, May 17
Multiple Airlines Logo
11:00 am - 6:58 pm
SJU
-
SDF
7h 58m
1 stop
Multiple Airlines Logo
10:33 am - 6:59 pm
SDF
-
SJU
8h 26m
1 stop
$257Multiple Airlines
Sun, May 10 - Sat, May 16
Spirit Airlines Logo
8:04 pm - 9:28 am
SJU
-
SDF
13h 24m
1 stop
Spirit Airlines Logo
10:33 am - 6:59 pm
SDF
-
SJU
8h 26m
1 stop
$277Spirit Airlines
Sun, May 10 - Sat, May 16
Multiple Airlines Logo
8:04 pm - 9:28 am
SJU
-
SDF
13h 24m
1 stop
Multiple Airlines Logo
8:06 pm - 12:21 am
SDF
-
SJU
28h 15m
2 stops
$282Multiple Airlines
Thu, May 7 - Tue, May 12
American Airlines Logo
6:45 am - 11:11 pm
SJU
-
SDF
16h 26m
1 stop
American Airlines Logo
8:03 am - 3:20 pm
SDF
-
SJU
7h 17m
1 stop
$316American Airlines
Wed, Jun 3 - Wed, Jul 8
American Airlines Logo
1:47 pm - 11:08 pm
SJU
-
SDF
9h 21m
1 stop
American Airlines Logo
7:37 am - 10:57 pm
SDF
-
SJU
15h 20m
1 stop
$321American Airlines
Wed, May 13 - Sun, May 17
United Airlines Logo
2:07 pm - 10:22 pm
STI
-
SDF
8h 15m
1 stop
United Airlines Logo
6:17 am - 3:12 pm
SDF
-
STI
8h 55m
1 stop
$684United Airlines
Wed, May 13 - Sun, May 17
United Airlines Logo
6:00 am - 11:56 pm
STI
-
SDF
17h 56m
2 stops
United Airlines Logo
6:17 am - 3:12 pm
SDF
-
STI
8h 55m
1 stop
$688United Airlines
Sun, May 17 - Tue, Jun 9
Delta Logo
6:00 am - 9:19 pm
STI
-
SDF
15h 19m
2 stops
Delta Logo
5:23 pm - 12:25 pm
SDF
-
STI
19h 02m
2 stops
$700Delta
Wed, May 27 - Sat, May 30
Delta Logo
6:00 am - 9:18 pm
STI
-
SDF
15h 18m
2 stops
Delta Logo
7:50 am - 12:59 am
SDF
-
STI
17h 09m
2 stops
$736Delta
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$104
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11568 reviews
7.5Boarding
7.9Crew
7.2Comfort
6.9Entertainment
6.4Food
Airline reviews

Wifi was spotty. Tray table was very dirty when I sat down.

4.0 OkayTimothy, Apr 2026
JFK - LAX
Read more American Airlines reviews

Wifi was spotty. Tray table was very dirty when I sat down.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

The plane was very creaky and lots of ringing. Plane was dirty and dingy. I couldn't hear the captain's announcements from the flight deck. Not sure if it was the captain or the audio equipment, but good thing there wasn't an emergency where we needed clear instructions. The overhead compartments were clearly full, but the flight crew allowed people to stand in the back with their carry on luggage. Then after everyone boarded, they had to go to the front to gate check their luggage because there was no room for their bags and then they returned to their seats...such a waste of time when clearly the overhead compartments were full when they originally boarded.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I have been flying American Airlines—almost exclusively—for years. The airline is consistent with fares, timely departures/arrivals, and customer service, whether on the phone or in the air.

Cleared standby and gave up my seat. Terrible policy and boarding experience

Flight was delayed and they gave up my seat on my connection, even when I could still make the flight

Checked bag was severely damaged. Whole corner was riped off including 1 of 4 wheels gone. Insulation exposed. This made it not possible to fly with on my next-day American Airlines flight.

The WiFi would not connect enough for me to do my actual work. It permaspooled, disconnected, said it was connected, then wouldn't open an email... it was frustrating. I am not a tall person, 5'4" - and I felt cramped with little room to reach into my bag under the seat in front of me. I feel sorry for anyone taller than me having to fly. the one positive thing I will add, is the overhead bins are roomy enough to manage more bags than other carriers.

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